There are a few out there who just love and live for the drama. They just cant get out of their own way. Maddening. Much like a car crash, can't help but watch. Ahhh but the peace when you just turn it off... and walk away from all their misery. More
Just go for it. If it works out, awesome. If it doesn't, you did what you can and you can move on. If you ever heard "Well, I liked/loved you too, but you didn't say or do anything so I didn't know you felt the same" you know what I'm talking about.